Simply '70s
The free and easy, hippie-go-lucky vibe of the '70s called for loose, flowing hair and big, soft lashes.
Top, Etro, $3,243; 212-317-9096. Jeans, White House Black Market, $84; WHBM.com. Hat, $255; Sayatwena.com. Earrings, $2,500; JihadleyJewelry.com. Silver ring, $90; Pandora.net. Lapis lazuli and gray tigereye and azurite rings, Heather Benjamin, $450 to $460 each; Neiman Marcus Beverly Hills, 310-550-5900. Bag, Roger Vivier, $2,250; 212-861-5371. Shoes, Nicholas Kirkwood, $795; MatchesFashion.com.
The Hair
"This was my favorite look. For fullness, I added really long extensions. And lots of gold and red highlights helped bring the style up-to-date." —Andre Walker, hairstylist
Our cover girl's selection of colorful '70s-inspired tunics.
O creative director Adam Glassman gets lost in one of Oprah's hats.
"I have a big head! The only hats that fit me are custom made." —Oprah
The Makeup
"To create a wide-eyed effect, I went with very spiky eyeliner. The muted, pale lip is a contrast to the boldness of the eye makeup." —Derrick Rutledge, makeup artist
Derrick pieced together Oprah's faux lashes. "They felt like little spiders," she says.
Sweetly '60s
Mod style blended innocence with smooth sophistication: The dress code was snappy, the hair was pert and the lipstick? Pink.
"I love what a hit of color can do for your mood!" —Oprah
Trenchcoat, $2,395; Burberry.com. Sweater, $80; Uniqlo.com. Skirt, $138; JCrew.com. Earrings, Silvia Furmanovich, $8,600; Neiman Marcus Beverly Hills, 310-550-5900. Watch, Apple Watch, $10,000; Apple.com. Ring, Yossi Harari, $5,820; Bergdorf Goodman, 888-774-2424. Bag, $5,300; Fendi.com. Shoes, Bally, $750; 844-44-BALLY for similar styles.
The Hair
"I teased Oprah's hair at the crown but didn't go overboard. If your style feels authentic, you won't look like you're in a costume." —Andre
One of the inspirations for Oprah's voluminous do? Catherine Deneuve's iconic look in 1967's
Belle de Jour.
The Makeup
"A rosy mouth is very '60s Mod—and it also happens to be very hot right now. I defined Oprah's eyes by emphasizing her beautiful brows." —Derrick
"I would never have tried pink lipstick unless it was for a cover shoot." —Oprah
"I'm stepping out of my comfort zone with this shade!" says Oprah. "It's called Pink Sugar."
Fabulous '50s
No one embodies classic '50s chic quite like Audrey Hepburn. It's go-for-broke beauty with dramatically upswept hair, matching lips and nails in candy apple red and heavy-duty eyeliner.
Dress, St. John, $1,395; 212-755-5252. Earrings, Dani by Daniel K, $1,050; Moray's Jewelry, 305-374-0739. Watch, Tiffany & Co., $14,000; Tiffany.com. Bracelet, Chanel Fine Jewelry, $118,000; 800-550-0005. Ring, Mastoloni, $15,400; 800-347-3275. Hairpins, $100 to $115 each; ThomasLaine.com.
"Trends come and go, but a classic look always feels right." —Oprah
The Hair
"The key to a great updo is to make it look as unstructured and casual as possible. You can see that Oprah's hair is very airy, which is how she likes it. The black ribbon and sparkling combs added just a hint of formality." —Andre
Chanel's full 2015 runway models were a muse for Oprah's ribbon-and-sparkle combo.
"Look! It's Audrey Oprah Hepburn." —Oprah
How up was Oprah's updo? Eight inches, Andre estimated.
The Makeup
"One of the main features of this look is the cat eye. When you use such prominent liner, you need to balance it by really playing up the lashes as well. Scarlet lips and nails are elegant and striking against the black of Oprah's outfit." —Derrick
Gayle checks out a mock cover on her phone. "Didn't you dream of being Audrey Hepburn when you were little?" she asked her pal.
